GB458236A - The manufacture of alkyl- and acyl-derivatives of phenols - Google Patents

The manufacture of alkyl- and acyl-derivatives of phenols

Info

Publication number
GB458236A
GB458236A GB1648536A GB1648536A GB458236A GB 458236 A GB458236 A GB 458236A GB 1648536 A GB1648536 A GB 1648536A GB 1648536 A GB1648536 A GB 1648536A GB 458236 A GB458236 A GB 458236A
Authority
GB
United Kingdom
Prior art keywords
acid
heated
derivatives
isopropyl
cresols
Prior art date
Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
Expired
Application number
GB1648536A
Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)
Schering Kahlbaum AG
Original Assignee
Schering Kahlbaum AG
Priority date (The priority date is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the date listed.)
Filing date
Publication date
Application filed by Schering Kahlbaum AG filed Critical Schering Kahlbaum AG
Priority to GB1648536A priority Critical patent/GB458236A/en
Publication of GB458236A publication Critical patent/GB458236A/en
Expired legal-status Critical Current

Links

Classifications

    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C49/00—Ketones; Ketenes; Dimeric ketenes; Ketonic chelates
    • C07C49/76—Ketones containing a keto group bound to a six-membered aromatic ring
    • C07C49/82—Ketones containing a keto group bound to a six-membered aromatic ring containing hydroxy groups
    • C07C49/83—Ketones containing a keto group bound to a six-membered aromatic ring containing hydroxy groups polycyclic
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C37/00—Preparation of compounds having hydroxy or O-metal groups bound to a carbon atom of a six-membered aromatic ring
    • C07C37/01—Preparation of compounds having hydroxy or O-metal groups bound to a carbon atom of a six-membered aromatic ring by replacing functional groups bound to a six-membered aromatic ring by hydroxy groups, e.g. by hydrolysis
    • C07C37/055—Preparation of compounds having hydroxy or O-metal groups bound to a carbon atom of a six-membered aromatic ring by replacing functional groups bound to a six-membered aromatic ring by hydroxy groups, e.g. by hydrolysis the substituted group being bound to oxygen, e.g. ether group
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C37/00—Preparation of compounds having hydroxy or O-metal groups bound to a carbon atom of a six-membered aromatic ring
    • C07C37/11—Preparation of compounds having hydroxy or O-metal groups bound to a carbon atom of a six-membered aromatic ring by reactions increasing the number of carbon atoms
    • C07C37/16—Preparation of compounds having hydroxy or O-metal groups bound to a carbon atom of a six-membered aromatic ring by reactions increasing the number of carbon atoms by condensation involving hydroxy groups of phenols or alcohols or the ether or mineral ester group derived therefrom
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C45/00—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds
    • C07C45/45—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds by condensation
    • C07C45/46—Friedel-Crafts reactions
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C45/00—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds
    • C07C45/51—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds by pyrolysis, rearrangement or decomposition
    • C07C45/54—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds by pyrolysis, rearrangement or decomposition of compounds containing doubly bound oxygen atoms, e.g. esters

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
  • Low-Molecular Organic Synthesis Reactions Using Catalysts (AREA)

Abstract

O- and C-alkyl and acyl derivatives of phenols are manufactured by condensing a carboxylic acid or an alcohol with a phenol in the presence of a heteropoly acid. Alternatively, the nuclear derivatives are manufactured by transforming the O-derivatives in the presence of a heteropoly acid. In examples: (1) benzoic acid and phenol are heated with silicomolybdic acid to produce phenyl benzoate; (2) phosphotungstic acid is used in the process of (1), the product being phenyl benzoate, o- and p-hydroxybenzophenone and benzaurine; (3) 1 - naphthyl acetate is heated with phosphotungstic acid and acetic acid to yield 2- and 4-aceto-1-naphthol; (4) methanol vapour is passed into a heated mixture of phenol and phosphomolybdic acid, producing anisol; (5) a mixture of m-cresol and phosphotungstic acid is treated with isopropyl alcohol, yielding a mixture of isomeric isopropyl-m-cresols (including thymol), and a little m-cresyl isopropyl ether; (6) m-cresyl isopropyl ether is heated with silicotungstic acid to produce isopropyl-m-cresols and some higher propylated cresols.
GB1648536A 1936-06-12 1936-06-12 The manufacture of alkyl- and acyl-derivatives of phenols Expired GB458236A (en)

Priority Applications (1)

Application Number Priority Date Filing Date Title
GB1648536A GB458236A (en) 1936-06-12 1936-06-12 The manufacture of alkyl- and acyl-derivatives of phenols

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
GB1648536A GB458236A (en) 1936-06-12 1936-06-12 The manufacture of alkyl- and acyl-derivatives of phenols

Publications (1)

Publication Number Publication Date
GB458236A true GB458236A (en) 1936-12-15

Family

ID=10078195

Family Applications (1)

Application Number Title Priority Date Filing Date
GB1648536A Expired GB458236A (en) 1936-06-12 1936-06-12 The manufacture of alkyl- and acyl-derivatives of phenols

Country Status (1)

Country Link
GB (1) GB458236A (en)

Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
EP0461975A1 (en) * 1990-06-13 1991-12-18 Elf Atochem S.A. The preparation of unsaturated carboxylic acid esters by liquid phase (trans-)esterification using heteropolyacids as catalysts

Cited By (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
EP0461975A1 (en) * 1990-06-13 1991-12-18 Elf Atochem S.A. The preparation of unsaturated carboxylic acid esters by liquid phase (trans-)esterification using heteropolyacids as catalysts
FR2663322A1 (en) * 1990-06-13 1991-12-20 Norsolor Sa USE OF HETEROPOLYACIDS AS CATALYSTS IN THE PREPARATION OF UNSATURATED CARBOXYLIC ACID ESTERS BY LIQUID (TRANS) ESTERIFICATION, AND CORRESPONDING PREPARATION METHOD.
US5827939A (en) * 1990-06-13 1998-10-27 Atochem Heteropolyacid catalysts in the preparation of esters of unsaturated carboxylic acids

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